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EC number: 701-184-1 | CAS number: -
- Life Cycle description
- Uses advised against
- Endpoint summary
- Appearance / physical state / colour
- Melting point / freezing point
- Boiling point
- Density
- Particle size distribution (Granulometry)
- Vapour pressure
- Partition coefficient
- Water solubility
- Solubility in organic solvents / fat solubility
- Surface tension
- Flash point
- Auto flammability
- Flammability
- Explosiveness
- Oxidising properties
- Oxidation reduction potential
- Stability in organic solvents and identity of relevant degradation products
- Storage stability and reactivity towards container material
- Stability: thermal, sunlight, metals
- pH
- Dissociation constant
- Viscosity
- Additional physico-chemical information
- Additional physico-chemical properties of nanomaterials
- Nanomaterial agglomeration / aggregation
- Nanomaterial crystalline phase
- Nanomaterial crystallite and grain size
- Nanomaterial aspect ratio / shape
- Nanomaterial specific surface area
- Nanomaterial Zeta potential
- Nanomaterial surface chemistry
- Nanomaterial dustiness
- Nanomaterial porosity
- Nanomaterial pour density
- Nanomaterial photocatalytic activity
- Nanomaterial radical formation potential
- Nanomaterial catalytic activity
- Endpoint summary
- Stability
- Biodegradation
- Bioaccumulation
- Transport and distribution
- Environmental data
- Additional information on environmental fate and behaviour
- Ecotoxicological Summary
- Aquatic toxicity
- Endpoint summary
- Short-term toxicity to fish
- Long-term toxicity to fish
- Short-term toxicity to aquatic invertebrates
- Long-term toxicity to aquatic invertebrates
- Toxicity to aquatic algae and cyanobacteria
- Toxicity to aquatic plants other than algae
- Toxicity to microorganisms
- Endocrine disrupter testing in aquatic vertebrates – in vivo
- Toxicity to other aquatic organisms
- Sediment toxicity
- Terrestrial toxicity
- Biological effects monitoring
- Biotransformation and kinetics
- Additional ecotoxological information
- Toxicological Summary
- Toxicokinetics, metabolism and distribution
- Acute Toxicity
- Irritation / corrosion
- Sensitisation
- Repeated dose toxicity
- Genetic toxicity
- Carcinogenicity
- Toxicity to reproduction
- Specific investigations
- Exposure related observations in humans
- Toxic effects on livestock and pets
- Additional toxicological data
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Biodegradation in water and sediment: simulation tests
Administrative data
Link to relevant study record(s)
- Endpoint:
- biodegradation in water and sediment: simulation testing, other
- Type of information:
- read-across from supporting substance (structural analogue or surrogate)
- Adequacy of study:
- weight of evidence
- Justification for type of information:
- Please refer to IUCLID Section 13 and Annex 7 of the CSR for justification of read-across within the HMDTMP category
- Reason / purpose for cross-reference:
- read-across source
- Reason / purpose for cross-reference:
- read-across source
- Reason / purpose for cross-reference:
- read-across source
- % Degr.:
- < 9
- Parameter:
- radiochem. meas.
- Sampling time:
- 60 d
- Remarks on result:
- other: Dark conditions
- % Degr.:
- > 8 - < 60
- Parameter:
- other: radio chem. meas. or TOC removal
- Sampling time:
- 76 d
- Remarks on result:
- other: active conditions with light (across 3 studies, 20 - 76 d duration)
- Transformation products:
- not measured
- Endpoint:
- biodegradation in water and sediment: simulation testing, other
- Type of information:
- experimental study
- Adequacy of study:
- weight of evidence
- Reliability:
- 2 (reliable with restrictions)
- Rationale for reliability incl. deficiencies:
- other: Study well documented, meets generally accepted scientific principles, acceptable for assessment. Not conducted to GLP.
- Remarks:
- The study has been taken from a Master's research studies where there was no evidence of GLP, however the study is considered to be reliable.
- Principles of method if other than guideline:
- Biodegradation test using up-flow conditions in bioreactor; 76-day duration. Parallel tests of substance as such and of substance previously subject to abiotic degradation by UV-exposure were conducted for comparison. Both sets of results are described here.
- GLP compliance:
- no
- Remarks:
- The study was not conducted for the purposes of REACH compliance
- Radiolabelling:
- no
- Oxygen conditions:
- aerobic
- Inoculum or test system:
- activated sludge, industrial, non-adapted
- Duration of test (contact time):
- 76 d
- Details on study design:
- Biodegradation in bioreactor test:
For testing the biological degradation of untreated HDTMP, three equal aerobic bioreactors were set-up operating as up-flow system. The reactors had a working volume of 1.5 liter. The influent flow was set to 0.5 L/d, controlled by a pump (Ismatec, Switzerland). The bioreactors operated at room temperature without temperature control. The reactors were operated for 76 days and fed with synthetic feed composed only of tap water and the specific phosphonate by means 80 mg/L for DDTMP, 100 mg/L for HDTMP and 120 mg/L for EDTMP. The difference in the concentration was in order to severe quantities of similar carbon to the biomass. Thus, the daily reactor load achieved 40 mg for DDTMP, 50 mg for HDTMP and 60 mg for EDTMP respectively. 20 g of the carrier material Lewatit MP-62 (Fluka Analytical, Germany) was added to all bioreactors to support both the adsorption of the phosphonates and attachment of microorganisms to build up a biofilm for optimal degradation. The three reactors were inoculated with 100 ml activated sludge from an industrial wastewater plant (Leuna, Saxon-Anhalt, Germany). After 23 days reactor operation additional 100 ml sludge from the same wastewater plant was added to each
bioreactor. For the reactor monitoring samples were frequently collected from the water bath buffer integrated in the system (Grant GD 120, UK).
Biodegradation of photodegradation by-products test:
The Biological Oxygen Demand (BOD) of HDTMP was analyzed to compare the biodegradability of the by-products subsequent to UV treatment. Three different conditions were tested: 1) without chemical treatment, 2) 5h UV exposure and 3) 5h UV exposure with Mn. For the test were used 250 ml of the phosphonate solution and 1 ml of the activated sludge from an industrial wastewater plant (Leuna, Saxon-Anhalt, Germany). The test was carried out for 20 days. - % Degr.:
- 58.8
- Parameter:
- TOC removal
- Sampling time:
- 20 d
- Remarks on result:
- other: Biodegradation following abiotic treatment (5h exposure, UV alone)
- % Degr.:
- 19.6
- Parameter:
- other: BOD / COD
- Sampling time:
- 20 d
- Remarks on result:
- other: Biodegradation following abiotic treatment (5h exposure, UV alone)
- % Degr.:
- 36
- Parameter:
- TOC removal
- Sampling time:
- 20 d
- % Degr.:
- 20.1
- Parameter:
- other: BOD / COD
- Sampling time:
- 20 d
- % Degr.:
- 22.1
- St. dev.:
- 5.92
- Parameter:
- TOC removal
- Sampling time:
- 76 d
- % Degr.:
- 14.7
- St. dev.:
- 7.81
- Parameter:
- other: "COD"
- Sampling time:
- 76 d
- Transformation products:
- not measured
- Validity criteria fulfilled:
- not applicable
- Conclusions:
- A reliable test demonstrates that biodegradation subsequent to abiotic degradation (UV exposure, 5 h) results in significantly higher removals of HMDTMP (based on TOC) than biodegradation alone, over 20-day duration period. A longer-duration bioreactor test showed significant removals based on TOC.
- Endpoint:
- biodegradation in water: simulation testing on ultimate degradation in surface water
- Type of information:
- experimental study
- Adequacy of study:
- weight of evidence
- Reliability:
- 2 (reliable with restrictions)
- Rationale for reliability incl. deficiencies:
- other: Study well documented, meets generally accepted scientific principles, acceptable for assessment.
- Remarks:
- There are some differences in methodology compared to the current version of OECD TG 309 (specifically, the test was conducted at one test concentration (2 mg/l), with non-standard reference substances; the study did not determine the mass balance in the system or identity of degradation products).
- Principles of method if other than guideline:
- Natural Water Biodegradation and Photodegradation Monsanto shake flask system for CO2 evolution testing (W.E. Gledhill, App. Microbiol. 30, 922 (1975)). The study used radiolabelled HMDTMP in natural river and lake waters with analysis of ¹⁴CO2 to indicate the extent of biodegradation.
- GLP compliance:
- no
- Oxygen conditions:
- other: both aerated and N2-purged conditions were tested.
- Inoculum or test system:
- natural water
- Details on source and properties of surface water:
- TEST DETAILS: Natural waters were obtained from the Meramec River (Kirkwood Park) (pH 7.4, TOC 12 mg/l) and Lake No. 34 - Busch Wildlife Area (pH 8.0, TOC 17 mg/l). These were allowed to settle for 2 days and the supernatant liquid used in 500 ml portions for the test.
- Duration of test (contact time):
- 60 d
- Initial conc.:
- 2 mg/L
- Based on:
- test mat.
- Parameter followed for biodegradation estimation:
- CO2 evolution
- Details on study design:
- Six water samples were spiked with a stock solution of the test substance to give a test concentration of 2 mg/l (active acid). Control flasks were similarly spiked with either C-14 labelled linear dodecylbenzene sulfonate (LAS) or glucose (glucose used only for lake water exposure as positive control). Two of the replicates were then sterilised by the addition of 25 mg HgCl2.
An open reservoir containing 10 ml of 0.5N aqueous KOH was suspended in each flask. After sealing, one set of flasks was placed on a rotary shaker and agitated at 80 rpm at ambient temperature (22 °C) in the dark. A second set was taken to an outdoor platform and exposed to natural sunlight and temperatures. - Reference substance:
- other: Linear dodecylbenzene sulfonate
- Reference substance:
- other: glucose
- Compartment:
- other: water / sediment, material (mass) balance
- Remarks on result:
- other: The study report states that residual radiochemical activity was determined in the test solution at the end of the exposure duration, but the results are not reported.
- Key result
- % Degr.:
- >= 3.8 - <= 8.6
- Parameter:
- radiochem. meas.
- Sampling time:
- 60 d
- Remarks on result:
- other: Dark conditions
- Key result
- % Degr.:
- >= 7.7 - <= 11.9
- Parameter:
- radiochem. meas.
- Sampling time:
- 60 d
- Remarks on result:
- other: In active conditions with sunlight
- Transformation products:
- not measured
- Details on results:
- Degradation data during the course of the exposure duration are not reported.
- Results with reference substance:
- The results with the two reference substances used in the study re shown in Table 1 below.
- Validity criteria fulfilled:
- not applicable
- Conclusions:
- Degradation (mineralisation) in river and lake waters of ca. 4 - 9% after 60 days was determined in a reliable study conducted according to generally accepted scientific principles. In the presence of natural light, ca. 8 - 12% degradation was observed over the same time period.
- Endpoint:
- biodegradation in water: sediment simulation testing
- Type of information:
- experimental study
- Adequacy of study:
- weight of evidence
- Reliability:
- 2 (reliable with restrictions)
- Rationale for reliability incl. deficiencies:
- other: The study was well documented and meets generally accepted scientific principles, but was not conducted in compliance with GLP. The study did not determine the identity of degradation products.
- Principles of method if other than guideline:
- Natural water - sediment microcosms. ¹⁴C labelled. The study used radiolabelled HMDTMP in natural freshwater and sediment microcosm systems with analysis of ¹⁴CO2 and ¹⁴C radiochemical analysis to indicate the fate of the substance and extent of biodegradation.
- GLP compliance:
- not specified
- Radiolabelling:
- yes
- Oxygen conditions:
- aerobic/anaerobic
- Remarks:
- Some test systems were purged with N2.
- Inoculum or test system:
- natural water / sediment
- Details on source and properties of surface water:
- Details on collection (e.g. location, sampling depth, contamination history, procedure): Well water (from St. Charles County farm of Monsanto Agricultural Products Company) was used in the microcosm construction.
- Biomass: mean 1580 bacteria/ml (in the well water/river sediment microcosm)
The bottom of each aquarium was covered with a 1/8" Teflons sheet template fitted with fifteen uniformly spaced No. 7 silicone stoppers. 22 liters of water were added to each aquarium. - Details on source and properties of sediment:
- - Details on collection (e.g. location, sampling depth, contamination history, procedure): Missouri River sediment was used in the microcosm construction.
Sediment samples sieved: yes. The sediment was screened through a steel screen (0.5 in mesh) to remove large particulates.
The bottom of each aquarium was covered with a 1/8" Teflons sheet template fitted with fifteen uniformly spaced No. 7 silicone stoppers. Eight liters of sediment were added to each aquarium. - Details on inoculum:
- n/a: native bacterial populations in natural water and sediment only.
- Duration of test (contact time):
- 38 d
- Initial conc.:
- 429 other: ppb (in well water/Missouri river sediment microcosm)
- Based on:
- test mat.
- Parameter followed for biodegradation estimation:
- radiochem. meas.
- Details on study design:
- Microcosms simulating natural water environment constructed using 10-gallon aquaria and a core-chamber technique. Water and sediment from littoral region of a spring fed freshwater lake (Lake 34 water, Busch Wildlife Area, St Charles County, Missouri). 8 litres sediment; 22 litres water. Microcosms were allowed to stabilise for periods ranging from one month to four months, with gentle aeration and a 16/8 hr light/dark cycle.
pH 8.4 -8.6; conductivity 420 -460 µmhos; dissolved O2 6.5 - 7.5 before coring.
At the end of stabilization period, core chambers were created by inserting sterile glass cylinders (3.8 x 30 cm) through the water column and sediment onto silicone stoppers. Each chamber contained 150 -175 ml water and 20 - 60 g sediment (dwt). Gas manifolds supplied either CO2 -free air or oxygen-free nitrogen about 5cm above the sediment surface. Exhaust gas was passed through a resin trap to remove volatilised organics and then through a CO2 scrubbing system.
Sterile microcosms: core chambers were removed from the aquaria, and water and sediment autoclaved seperately and recombined, and 1 ml sodim azide was added.
¹⁴C-labeled test substance (Dequest 2051) added to give 1000 ppb.
Samples of water column removed at day 0 and periodically thereafter and analysed for ¹⁴C activity. At end of test sediment dry weight determined and sediment burned in an oxidizer to determine ¹⁴C activity. - Reference substance:
- other: Dextrose
- Compartment:
- other: water, material (mass) balance
- % Recovery:
- 6.5
- Remarks on result:
- other: 6.0% and 6.9% in two replicates
- Compartment:
- other: sediment, material (mass) balance
- % Recovery:
- 54
- Remarks on result:
- other: 50.4% and 57.5% in two replicates
- Key result
- % Degr.:
- >= 38.9 - <= 41
- Parameter:
- radiochem. meas.
- Sampling time:
- 38 d
- Remarks on result:
- other: other: Well water - Missouri river sediment microcosm (sunlight conditions)
- Transformation products:
- not measured
- Evaporation of parent compound:
- not measured
- Volatile metabolites:
- not measured
- Residues:
- not measured
- Results with reference substance:
- The dextrose degradation reached 33.7% by day 3, 57.3% by day 11 and 76.1% by day 38.
- Validity criteria fulfilled:
- not applicable
- Conclusions:
- Degradation (mineralisation) of HMDTMP in a water-sediment microcosm of 38.9 - 41.0 % after 38 days (under sunlight conditions) were determined in a reliable study conducted according to generally accepted scientific principles.
Referenceopen allclose all
Table 1: Percent degradation values at 60 days for reference substances and test substance in river water and lake water
Type of suspension |
% degradation at 60 days |
|||||||
River Sterile |
Lake Sterile |
River Sterile plus light |
Lake Sterile plus light |
River microbial |
Lake microbial |
River Microbial plus light |
Lake Microbial plus light |
|
Reference Linear dodecylbenzene sulfonate |
3.67 |
1.19 |
3.60 |
1.92 |
32.08 |
6.34 |
1.88 |
15.35 |
|
|
|
||||||
Reference Glucose (Lake only) |
- |
0.31 |
- |
1.15 |
- |
58.82 |
- |
46.66 |
|
|
|
||||||
Test substance |
0.37 |
0.13 |
3.02 |
5.36 |
3.82, 5.17 |
8.56, 8.04 |
7.69, 8.34 |
11.87, 9.75 |
The effect of temperature variation in the sunlight
exposures is an unknown factor. Water temperature reached as
high as 44 °C during the test. This may have had a
significant impact on the microbial population and distribution.
In general, the lake water appeared somewhat more active
than the river water with respect to Dequest degradation.
For LAS, the reverse was true. Much more acclimation from
previous exposure to LAS in the river than the lake would be
expected. The reason for the higher activity of the lake
water to Dequest is unknown.
>90% decrease in water column C14 activity after 10d. Microcosm variables: aeration vs nitrogen purge; light vs dark; did not seem to significantly affect the rate of removal from the water column. Indicates non-degradative mechanism dominates removal from water column under sterile conditions. However exposure under active conditions with light led to much higher removals than sterile conditions with light, starting within a few days after loading.
Autoclaving sodium azide treatment was not adequate for sterilisation.
In active well water systems, CO2 evolution ranged from 38.9 -41.0%.
C14 activity was not extracted from sediment to any significant degree with o-xylene (unextracted and extracted had similar % of theory, and extract had low %).
Description of key information
Three reliable simulation studies of HMDTMP-H in water and sediment systems are available. Low but recordable levels of removal are seen in such systems, particularly in the presence of natural or simulated light (Michael, 1979; Heidolph, 1983; Saeger, 1979).
Although biodegradation in sediment has not been demonstrated for HMDTMP-H and its salts, the role of abiotic removal processes is significant. The key data for soil adsorption are from the study by Michael (1979) (refer to IUCLID Section 5.4.1 for further information about this test). There is no evidence for desorption occurring. Effectively irreversible binding is entirely consistent with the known behaviour of complexation and binding within crystal lattices. The high levels of adsorption which occur are therefore a form of removal from the environment. After approximately 40-50 days, the phosphonate is >95% bound to sediment with only 5% extractable by ultrasonication and use of 0.25N HCl-xylene solvent (based on radiolabelling) in river water microcosms with HMDTMP-H (Saeger, 1979 in IUCLID Section 5.4.1). 66-80% removal (binding) is seen after 11 days in the same test. In the context of the exposure assessment, largely irreversible binding is interpreted as a removal process; 5% remaining after 40 - 50 days is equivalent to a half-life of 10 days which is significant for the environmental exposure assessment in the regional and continental scales. This abiotic removal rate is used in the chemical safety assessment of HMDTMP-H and its salts.
Key value for chemical safety assessment
- Half-life in freshwater:
- 10 d
- at the temperature of:
- 12 °C
- Half-life in marine water:
- 10 d
- at the temperature of:
- 12 °C
- Half-life in freshwater sediment:
- 10 d
- at the temperature of:
- 12 °C
- Half-life in marine water sediment:
- 10 d
- at the temperature of:
- 12 °C
Additional information
A degradation study using radiolabelled HMDTMP-H in natural fresh waters in sunlight and dark conditions is available (Saeger, 1978). Degradation (mineralisation) in river and lake waters of ca. 3 - 9% after 60 days was determined in a reliable study conducted according to generally accepted scientific principles. In the presence of natural light, ca. 7 - 12% degradation was observed over the same time period. There are some differences in methodology compared to the current version of OECD TG 309 (specifically, the test was conducted at one test concentration (2 mg/l), with non-standard reference substances; the study did not determine the mass balance in the system or identity of degradation products), however the deficiencies are not considered detrimental to the chemical safety assessment when this study is considered together with other study results as part of a weight of evidence for the overall environmental fate.
A degradation study using radiolabelled HMDTMP-H in a natural fresh water / sediment microcosm system is available from an existing study (Saeger, 1979). This study used exposure over a duration of 38 days in a water-sediment microcosm using samples sourced from a river location. In this study, degradation (mineralisation) of HMDTMP-H of 38.9 - 41.0% after 38 days (under sunlight conditions) were determined. The radiochemical analysis showed a mass balance of 6.0 - 6.9% in water; 50.4 - 57.5% in sediment; 38.9 - 41.0% released as ¹⁴CO2 at the end of the test. The study did not determine the identity of degradation products, however this deficiency is not considered detrimental to the chemical safety assessment when this study is considered together with other study results as part of a weight of evidence for the overall environmental fate.
A further degradation study using HMDTMP-H (Brandenburg UT, 2010) compared biodegradation based on TOC following 5 h UV exposure compared to biodegradation without pre-treatment. This showed 58.8% in 20 days degradation after UV exposure pre-treatment, compared to biological TOC degradation of 36.0% in 20 days without pre-treatment. The study did not determine the identity of degradation products, however this deficiency is not considered detrimental to the chemical safety assessment when this study is considered together with other study results as part of a weight of evidence for the overall environmental fate.
In using a read-across result between the parent acid and potassium salt, the main assumption is that potassium is not significant in respect of all the properties under consideration.
The acid, sodium and potassium salts in the HMDTMP category are freely soluble in water. The HMDTMP anion can be considered fully dissociated from its sodium or potassium cations when in dilute solution. Under any given conditions, the degree of ionisation of the HMDTMP species is determined by the pH of the solution. At a specific pH, the degree of ionisation is the same regardless of whether the starting material was HMDTMP-H, HMDTMP.4Na, HMDTMP.7K or another salt of HMDTMP.
Therefore, when a salt of HMDTMP is introduced into test media or the environment, the following is present (separately):
1. HMDTMP is present as HMDTMP-H or one of its ionised forms. The degree of ionisation depends upon the pH of the media and not whether HMDTMP (4-7K) salt, HMDTMP (4-7Na) salt, HMDTMP-H (acid form), or another salt was used for dosing.
2. Disassociated potassium or sodium cations. The amount of potassium or sodium present depends on which salt was added.
3. It should also be noted that divalent and trivalent cations would preferentially replace the sodium or potassium ions. These would include calcium (Ca2+), magnesium (Mg2+) and iron (Fe3+). These cations are more strongly bound by HMDTMP than potassium and sodium. This could result in HMDTMP-dication (e.g. HMDTMP-Ca, HMDTMP-Mg) and HMDTMP-trication (e.g. HMDTMP-Fe) complexes being present in solution.
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